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Sully.ai

Head of Success

Posted Yesterday
In-Office or Remote
8 Locations
Senior level
In-Office or Remote
8 Locations
Senior level
The Head of Success will build and lead the customer success organization, driving retention and expansion metrics while designing scalable systems and processes for onboarding healthcare clients.
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About Us

We don’t care about titles, we care about execution. We’re looking for someone to build and scale Sully’s global Success org from zero to world-class. You’ll own retention, expansion, scope and trust with healthcare providers. Your work will directly shape how thousands of clinicians rely on AI in daily care, deploying medical agents that actually deliver.

Join us on our mission to save lives

Why Sully?

👏 Team from OpenAI, DeepMind, NASA, GoogleX, Tesla, and 2 physicians: 6 exits, 2 IPOs.

🔥 Our model outperforms Claude, Gemini, and GPT-4.5 on clinical benchmarks.

📈 400+ healthcare orgs signed in 16 months.

⚡️ $25M raised from YC, Sequoia scouts, and more.

🌎 $1T+ market opportunity. We’re going after all of it.

The Role

You will be Sully.ai’s Head of Success, responsible for building the post-sales function, driving retention and expansion, and setting the foundation for scale. Reporting to the COO, you will:

  • Build and lead Sully’s Success org (customer success, onboarding, solutions).

  • Own retention and expansion metrics with direct accountability.

  • Design and execute playbooks for enterprise healthcare customers.

  • Recruit, mentor, and grow an early Success team.

  • Implement systems, processes, and metrics to track NRR, churn, and customer health.

  • Partner with Product and Sales to translate customer insight into growth.

Key Responsibilities
  • Org Building: Hire, train, and lead the first Success team.

  • Revenue Impact: Direct accountability for retention and expansion.

  • Playbook Design: Build scalable systems for onboarding and adoption.

  • Customer Advocacy: Build trusted relationships with healthcare leaders.

  • Operational Rigor: Deploy metrics, processes, and reporting for scale.

  • Product Partnership: Turn frontline feedback into roadmap influence.

Qualifications & Skills
  • 7+ years in Success or post-sales leadership, ideally at an early-stage startup.

  • Proven track record of owning $20M+ ARR in retention/expansion.

  • Experience building a Success org from scratch (0→1) and scaling to dozens of accounts.

  • Deep understanding of B2B SaaS models; healthcare or AI experience strongly preferred.

  • Hands-on operator with strong process and metrics discipline.

  • Excellent communicator with executive presence for enterprise customers.

  • Thrives in high-ambiguity, hyper-growth environments.

This is for someone who:
  • Loves building from 0 to 1 (and then to 100).

  • Can think in systems and move fast in chaos.

  • Gets excited about complex, technical customer problems.

  • Wants real ownership, is self driven and self-managed.

  • Can hire, train, and scale a high-performing sales team.

Titles are whatever. Execution gets rewarded. If this sounds like you, let’s talk.

More on Us

Sully.ai is an equal opportunity employer. In addition to EEO being the law, it is a policy that is fully consistent with our principles. All qualified applicants will receive consideration for employment without regard to status as a protected veteran or a qualified individual with a disability, or other protected status such as race, religion, color, national origin, sex, sexual orientation, gender identity, genetic information, pregnancy or age. Sully.ai prohibits any form of workplace harassment. 

Top Skills

B2B Saas

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